19. Which compound would show major fragment ions at m/z 73 and 59? (A) OH CH3CH2CHCH2CH3 OH (B) CH3CH2CH2CHCH3 OH (C) CH3CHCHCH3 CH3 (D) OH CH3CCH2CH3 CH3
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- HN 1. a) Assign R/S to all stereogenic centers and circle all diastereotopic protons b) Draw the ¹H NMR spectrum of the depicted compound c) How many signals will appear in the 13C NMR spectrumWhich compound gives a molecular ion at m/z = 122: C6H5CH2CH2CH3, C6H5COCH2CH3, or C6H5OCH2CH3?Which of the diethylbenzene isomers (ortho, meta, or para) corresponds to each set of 13C NMR spectral data?[A] 13C NMR signals: 16, 29, 125, 127.5, 128.4, and 144 ppm[B] 13C NMR signals: 15, 26, 126, 128, and 142 ppm[C] 13C NMR signals: 16, 29, 128, and 141 ppm
- H3CH₂C-MgBr a) D₂O + ? b) CD3OH c) CH3OD CH3CH₂D d) CD3ODPQ-4. Predict the major product(s). (A) I Br (B) II Nal acetone Q I (C) III II (D) I and II IIIProvide a structure that is consistent with the data: molecular formula C6H10. 1H NMR: 2.0 ppm (1H, septet), 1.8 ppm (3H, singlet), 0.9 ppm (6H, doublet) A) B) C) D) E) "i CH3CH2C=CH -CC-CH₂ O A OB OC OD OE CH₂
- iii) ) Calculate and show the unsaturation number for the molecule of periplanone shown below: H igO Periplanone siboanotni outoude on Unsaturation = Нur wolad mworla opemo sng BWOTE gaiau etonioola 11111) How many sterogenic centers are there in periplanone? CH2Which of the following species has a characteristic absorption at 2200 cm-1 in its IR spectrum? OPHCH₂CN PhCH2CO2CH3 O PHCH2N(CH3)2 O PHCH₂OCH3 PhCH2CH2OHThe compound that exhibits the following spectral data is IR: 1740 cm. 1H NMR: 6 0.9(t, 3H), 1.6(sext, 2H), 2.3(1,2H), 4.6(d, 2H), 5.2(d, 1H), 5.4(d, 1H), 5.9(m, 1H) ppm. El-MS(m/z): 71 (100%) O О

